Synthesis and Cytotoxicity Evaluation of a Series of 3-Alkenyl-2-Hydroxy-1,4-Naphthoquinones Obtained by an Efficient Knoevenagel Condensation

A modified and efficient Knoevenagel condensation procedure was developed to synthesize the title compounds using β-alanine and acetic acid as catalysts, showing good to excellent yields. We used lawsone with suitable aliphatic aldehydes including isobutyraldehyde, 3-methyl-butyraldehyde, 2-ethylbut...

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Bibliographic Details
Published in:Journal of the Brazilian Chemical Society 2019-01, Vol.30 (1), p.8-18
Main Authors: David, Cibelle C., Lins, Antonio C. S., Silva, Tania M. S., Campos, Júlia F., Silva, Teresinha G., Militão, Gardenia C. G., Camara, Celso A.
Format: Article
Language:eng ; por
Subjects:
CHEMISTRY, MULTIDISCIPLINARY
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Summary:A modified and efficient Knoevenagel condensation procedure was developed to synthesize the title compounds using β-alanine and acetic acid as catalysts, showing good to excellent yields. We used lawsone with suitable aliphatic aldehydes including isobutyraldehyde, 3-methyl-butyraldehyde, 2-ethylbutyraldehyde, phenylacetaldehyde, 2-phenyl-propionaldehyde, among others. These compounds were submitted to cytotoxic screening against three tumor cell lines presenting good to excellent cytotoxic profiles.
ISSN:1678-4790
DOI:10.21577/0103-5053.20180146